658235
Lithium dimethylaminoborohydride solution
1 M in THF
Synonym(s):
N-Methylmethanamine boron complex, Lithium (dimethylamino)trihydroborate, Lithium trihydro(N-methylmethanaminato)borate
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About This Item
Empirical Formula (Hill Notation):
C2H9BLiN
CAS Number:
Molecular Weight:
64.85
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352000
MDL number:
reaction suitability
reagent type: reductant
Quality Segment
concentration
1 M in THF
refractive index
n20/D 1.423
density
0.882 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
[Li+].[BH3-]N(C)C
InChI
1S/C2H9BN.Li/c1-4(2)3;/h1-3H3;/q-1;+1
InChI key
CEDUMRZWZLVFKS-UHFFFAOYSA-N
General description
Lithium dimethylaminoborohydride is a reagent exhibiting dual properties like a metal hydride and nitrogen nucleophile. It is generally considered as an alternative to lithium aluminum hydride (LAH) for the reduction of carbonyl compounds, amides, and lactams.
Application
Capable of reducing a variety of fuctional groups.
Lithium Aminoborohydride (LAB) Reagents
Reactant for:
Reactant for:
- B-H oxidative addition reactions
- Reduction and amination reactions
- Reduction of N-alkyl lactams
- Synthesis of tertiary amine-boranes
LABs can transfer the amine moiety, as in the case of the reaction with halopyridines and primary alkyl methanesulfonates.
signalword
Danger
supp_hazards
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
target_organs
Central nervous system, Respiratory system
Storage Class
3 - Flammable liquids
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